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Annual report and rental for year end June 1866, containing reports on the steady and continuous improvement of the financial affairs of the estate. Also discusses drainage and land improvements particularly the 343 statute acres on either side of the Tullamore Road, and a new project at Ballyknockan flat. Reports that the soil here was particularly poor, and 650 tons of Dublin dairy manure was shipped down the Grand Canal and spread over the land, resulting in a marked improvement in grass growth. Also reports on the completion of the Killeigh main-drain and the Plovers-egg drain at Clonad Wood. Also includes a report on large-scale farming on the estate and the construction of three new farmhouses and a new forge.

On political matters, the report describes the 1865 general election which was contested by Sir Patrick O'Brien, John Gilbert King and Mr. Hennessy (O'Brien and King elected). Provides a detailed breakdown of voting preferences by the tenantry of Geashill Estate, who Trench reports, voted and returned home peacefully 'before the usual excitement attendant on an Irish Election had begun.' Also includes a description of election day in Tullamore, complete with mobs with 'shillelaghs'.

Annual report, accounts and rental for year ending June 1877, reporting no outstanding arrears with all rents paid punctually and not a single farm surrendered despite a bad harvest. Increased profit of £10,000 remitted to Lord Digby attributable to extra rents from the glebe lands of Killeigh and Geashill. Expenditure on drainage continued with works at Ballydownan bog and the thorough cleaning of the watercourse on the estate boundary between Cappancur and the late McMullen's bog at Ballydaly. Digby reports that the only centenarian tenant on the estate had been forced to sleep on his kitchen table due to the repeated flooding of his cabin in this area. A new drain was also sunk near Ballycommon canal bridge through the valley behind Ballinagar.

Construction works consisted of a new cattle shed for Darby Kelly, 'an improving tenant' in Cloncoher; new labourer's cottages at the Meelaghans; new cattle shed for Mr Davis, tenant of the reclaimed Meelaghans lands; a new dwelling house for J. Smollen of the Meelaghans; and the raising and repairing of the smith's house in Killeigh. Eighteen acres of the River Wood at Clonad was thoroughly drained and replanted with larch and oak.

Overall Digby reports that the estate is quiet and free from the disturbances and outrages perpetrated in other parts of the county.

Annual report, accounts and rental for year ending June 1878, containing a less favourable financial report than previous years due to non-payment of rent as a result of a second consecutive bad harvest. Reports that he had to evict Samuel Johnston in Killurin due to the neglect of his farm. Details significant drainage works around the estate: main drainage at Killurin and Ross with permission of Mr. Briscoe who will contribute to the works of the drain through his property at Ross; main drainage at Knockballyboy which involves the sinking of the millstream forming the boundary of the Digby, Charleville and Ponsonby Estates at Clonad and Townparks, and jointly paid for; and further drainage for Michael Casey's holding at Killeenmore.

Expenditure also included a 'heavy outlay' for the large reclaimed farm at Annagharvey, where the tenant Mr Riddell had to surrender and was replaced by Thomas Cobbe who had new concrete farm buildings erected with galvanised corrugated iron roofs. Other construction works included a new dwelling house at the Meelaghans to attract a teacher for the Meelaghans National School; a new residence at Killeigh to replace decaying accommodation of John Warren; and substantial farm offices constructed for Mrs. Owens at the Meelaghans to house cattle. A significant amount was also expended on forestry clearances and replantation at Derrygolan and Hawkswood.

Annual report, accounts and rental for year ending June 1879, containing a less favourable report than previous hears due to 'the great and general depression of trade and agriculture' and warns that another bad season will render the tenants in a precarious position. Reports that abandoned arrears had increased but that despite this the rental of the estate had increased and that a profit of £10000 had been remitted as usual. The estate was free of agitation, rents 'cheerfully paid' and only the 'thoroughly negligent' tenants affected by the depression.

Drainage works continued at Killurin and through Mr. Briscoe's property at Ross and there were further drainage works at Dalgan. The main expenditure on construction was for new farm buildings for Thomas Cobbe at Annagharvey, 'which are now the most substantial and commodious farm buildings on the estate.' Other works included a new dwelling house for Mrs Hoyland of Colehill; new outbuildings for farmer Thomas Foran at Killarles and a new slate roof for the priest's offices in Geashill.

Reports that the timber market is in a most depressed state. Forestry works included nearly 30 acres of clearances at Graigue Wood, Derrybrien Wood and Derryclure Wood, all of which were replanted.